(2S,3S)-dihydrolignarenol B | 946009-48-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2S,3S)-dihydrolignarenol B
• 英文别名: (2S,3S,5E,7E)-3-methyl-8-phenylocta-5,7-dien-2-ol
• CAS: 946009-48-9
• 化学式: C₁₅H₂₀O
• 分子量: 216.323
• InChiKey: ARROMLOSFCWJKF-WRXWZJTCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (2S,3S)-dihydrolignarenol B 在 N-甲基吗啉氧化物 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 dihydrolignarenone B
  参考文献：
  名称：

  Towards the biosynthesis of the aromatic products of the Mediterranean mollusc Scaphander lignarius: isolation and synthesis of analogues of lignarenones

  摘要：

  Secondary metabolites of the Mediterranean mollusc Scaphander lignarius from different collection sites have been investigated, proving the constant presence of a number of minor metabolites correlated to the already known lignarenones. Complete characterization of the new metabolites has been supported by enantioselective synthesis. The data are consistent with the origin of this unique class of omega-phenyloctanoids from a common polyketide pathway. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.04.061
• 作为产物：
  描述：

  (2S,3S)-3-甲基-4-戊烯-2-醇 在 四(三苯基膦)钯 咪唑 、 chromium dichloride 、 氢氧化钾 、 重铬酸吡啶 、 dimethyl sulfide borane 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 正己烷 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 105.0h， 生成 (2S,3S)-dihydrolignarenol B
  参考文献：
  名称：

  Towards the biosynthesis of the aromatic products of the Mediterranean mollusc Scaphander lignarius: isolation and synthesis of analogues of lignarenones

  摘要：

  Secondary metabolites of the Mediterranean mollusc Scaphander lignarius from different collection sites have been investigated, proving the constant presence of a number of minor metabolites correlated to the already known lignarenones. Complete characterization of the new metabolites has been supported by enantioselective synthesis. The data are consistent with the origin of this unique class of omega-phenyloctanoids from a common polyketide pathway. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.04.061

文献信息

• Towards the biosynthesis of the aromatic products of the Mediterranean mollusc Scaphander lignarius: isolation and synthesis of analogues of lignarenones
  作者：Giorgio Della Sala、Adele Cutignano、Angelo Fontana、Aldo Spinella、Gianpiero Calabrese、Anna Domenech Coll、Giuliana d'Ippolito、Carmela Della Monica、Guido Cimino

  DOI：10.1016/j.tet.2007.04.061

  日期：2007.7

  Secondary metabolites of the Mediterranean mollusc Scaphander lignarius from different collection sites have been investigated, proving the constant presence of a number of minor metabolites correlated to the already known lignarenones. Complete characterization of the new metabolites has been supported by enantioselective synthesis. The data are consistent with the origin of this unique class of omega-phenyloctanoids from a common polyketide pathway. (C) 2007 Elsevier Ltd. All rights reserved.